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Cottage vacation rentals in Williamsburg

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Williamsburg cottage rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Cottage rentals with a hot tub

Guest favorite
An outdoor patio area is shown, featuring multiple white chairs arranged in a circle around a stone fire pit. Lush green grass surrounds the space, with potted plants offering touches of color. The scenic view of the river is visible beyond the trees.
Cottage in Gloucester
4.88 out of 5 average rating, 26 reviews

Waterfront Gloucester Cottage w/ Private Boat Dock

Superhost
A serene beach view captures the sun rising just above the horizon, casting warm orange and pink hues across the sky. Gentle waves ripple onto the shore, creating a soft white foam. A wooden pier extends into the water, framing the tranquil scene.
Cottage in Willoughby
4.79 out of 5 average rating, 153 reviews

Historical Cottage - On Beach Wrap Around Porch

Superhost
A vibrant sunset casts warm hues over the Chesapeake Bay, while silhouettes of people are seen along the sandy beach. The sun descends slowly toward the horizon, with soft clouds reflecting shades of orange and pink, creating a serene coastal view.
Cottage in Willoughby
4.78 out of 5 average rating, 131 reviews

Beach Cottage-Bay Views Loft on Beach & Veranda

Superhost
A view from a deck showcases an open area leading to the beach, with a decorative arrangement of flowering plants in white planters. An American flag stands proudly in the background, while the calm waters of the bay reflect the clear blue sky.
Cottage in Willoughby
4.91 out of 5 average rating, 192 reviews

Poseidon - Beach Carriage House - 120 Years Old

Superhost
A serene waterfront view showcases a charming log cabin surrounded by lush greenery. A private dock with several kayaks awaits on calm waters, inviting outdoor activities. The landscape includes tall trees and a peaceful atmosphere, ideal for relaxation by the bay.
Cottage in Foster
4.85 out of 5 average rating, 84 reviews

Old Log Cabin School House w/10 acres on the Bay

Top guest favorite
A spacious living room features large windows providing ample natural light and views of the surrounding landscape. A cozy sectional sofa is positioned nearby a wood stove. A streamlined table with decorative elements sits in the foreground, while dining chairs are visible in the background.
Cottage in Onemo
5 out of 5 average rating, 55 reviews

3 BR Bay Home w Private Dock & all the Amenities

Top guest favorite
A cozy living area is furnished with two light blue sofas and a light-colored area rug. A ceiling fan hangs above, providing air circulation. In the background, a dining area with a wooden table and blue chairs is visible through an arched entryway, framed by bright natural light from window blinds.
Cottage in Norfolk
4.92 out of 5 average rating, 127 reviews

Cozy Cottage - NEW hot tub, dogs OK, fenced yard

Pet-friendly cottage rentals

Guest favorite
Cottage in Topping
5 out of 5 average rating, 39 reviews

Locklies Innlet, A unique waterfront experience!

Guest favorite
The cottage features a screened porch with large windows, allowing for abundant natural light. The two-story structure is framed by trees, with a simple, classic design. The front porch area is accessible and provides a view of the surrounding property.
Cottage in Deltaville
4.84 out of 5 average rating, 189 reviews

The Little House at Waveland

Guest favorite
The two-story beach house features a welcoming front porch with wooden railings and steps leading to the entrance. A large second-floor deck is visible, enhancing outdoor living space. Surrounding greenery and a gravel pathway create a pleasant approach to the home.
Cottage in Willoughby
4.94 out of 5 average rating, 116 reviews

Comfy three bedroom cottage - easy beach access

Guest favorite
A serene view of a calm river is framed by trees and a natural landscape. A wooden dock extends into the water, providing a perfect spot for relaxation or fishing. The gentle ripples and surrounding greenery enhance the tranquil setting.
Cottage in Lancaster
4.82 out of 5 average rating, 122 reviews

Creek cottage getaway

Guest favorite
A charming cottage is presented with a well-maintained front yard, featuring blooming trees and vibrant flower planters. A covered porch is visible, framed by decorative railings and welcoming steps that lead from a concrete driveway. The surrounding greenery adds a peaceful ambiance.
Cottage in Ocean View
4.97 out of 5 average rating, 348 reviews

Lovely Ocean View Cottage

Guest favorite
A spacious porch is illuminated by the soft evening light, featuring two wicker chairs and colorful planters. An American flag is displayed proudly, while the surrounding landscape includes grassy areas with trees and distant water views.
Cottage in Gwynn
4.88 out of 5 average rating, 43 reviews

Sunset Haven

Guest favorite
An aerial view captures the farmhouse situated along the banks of Henry's Creek, surrounded by lush greenery. A dock extends into the water, providing access for outdoor activities. The rural landscape and nearby road are visible, emphasizing the peaceful setting.
Cottage in Kilmarnock
4.93 out of 5 average rating, 100 reviews

Creeks End Farmhouse

Guest favorite
A sandy pathway is framed by lush green vegetation, leading towards the Chesapeake Bay. Gentle waves can be seen in the distance under a clear blue sky, inviting guests to explore the nearby beach.
Cottage in Gwynn's Island
4.91 out of 5 average rating, 54 reviews

Little Gray Beach House

Private cottage rentals

Top guest favorite
The cottage is positioned atop a riverbank, surrounded by greenery. Stairs lead down to a sandy beach along the James River. The home’s exterior features a simple design, and the area displays a mixture of natural vegetation and the beach below.
Cottage in Surry
4.95 out of 5 average rating, 59 reviews

Riverfront Oasis | Kayaks, Private Beach, & More

Superhost
A waterfront farmhouse is visible from a wooden dock extending into the Rappahannock River. Surrounding greenery adds to the serene setting, while the spacious lawn offers ample outdoor space for relaxation. The sky is clear, enhancing the tranquil atmosphere of the property.
Cottage in White Stone
4.94 out of 5 average rating, 33 reviews

Renovated, Waterfront Cottage on the Rappahannock!

Top guest favorite
A tranquil water view is captured, showcasing a sunlit river reflecting light. The image includes a wooden dock extending over the water, surrounded by greenery and autumn foliage, with additional docks visible in the distance.
Cottage in Weems
4.99 out of 5 average rating, 106 reviews

Relaxing Waterfront Cottage w/ Private Dock/Kayaks

Guest favorite
A cozy living area features a light-colored sofa adorned with fluffy throws. Two comfortable armchairs are positioned by large windows, allowing natural light to fill the space. A wooden coffee table sits on a patterned rug, complementing the tranquil atmosphere.
Cottage in Deltaville
4.99 out of 5 average rating, 99 reviews

Unique & bright two-bedroom waterfront cottage

Top guest favorite
A bright sunroom features large windows that frame views of the Chesapeake Bay and surrounding natural landscape. Light-colored furnishings complemented by a wooden coffee table and a small plant enhance the airy feel. The serene atmosphere is accentuated by sunlight streaming through the glass.
Cottage in Bayview
4.99 out of 5 average rating, 144 reviews

Private Beach Access at The OV Beach House

Top guest favorite
A charming single-story home is situated on a spacious lot, surrounded by lush greenery. The front is enhanced by well-maintained landscaping, featuring low shrubs and a pathway leading to the entrance. Large windows allow natural light to illuminate the interior.
Cottage in Gloucester
4.91 out of 5 average rating, 216 reviews

White Heron Cottage

Guest favorite
A serene waterfront view of the James River is presented, with a soft layer of mist hovering over the water. A wooden pier extends into the river, lined with posts, while trees and grass frame the scene, enhancing the tranquil atmosphere.
Cottage in Surry
4.9 out of 5 average rating, 71 reviews

“Magnolia Cottage” on the River

Guest favorite
An aerial view showcases the beachfront cottage surrounded by sandy shores and gentle waves. A long wooden pier extends into the water, while a mix of trees and neighboring houses lines the edge of the beach. The tranquil setting highlights the coastal environment.
Cottage in Port Haywood
4.94 out of 5 average rating, 180 reviews

Modern Beachfront Cottage with Endless Bay Views

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